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Vacation Rentals & House Rentals in Kissimmee

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9,012 house rentals

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 12 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$134

Terra Verde 5 Bedroom with Conservation View

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

“Very nice” The home was just as promised. It was clean and well kept. The location was a straight shot to disney. We didn't have to go on the toll road. Terra verde was great also. I liked the idea of a safe and secure place to stay in a home away from home. The tiki bar was a nice plus to the swimming pool and sauna area. A shuttle service to disney would have made it a little better. Parking at disney is now $17 per day. We had two cars to park. The only two negatives were the fact that the dishwasher was inop. and the dining room chairs were showing signs of wear. Thank You Crystal for all of your help and renting us a great place to vacation.

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$247

FIVE STAR 3BR Pool Home, ROKU Apps, HBO, GamesRm, WiFi, BBQ,Clean,Disney/Orlando

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$132

Spectacular 8 bedroom home close to Disney

Kissimmee hotel apartment

8 bedrooms / 5 bathrooms / sleeps 17

Match: Private outdoor pool (unheated)

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Price per night from

$256

Pool Paradise

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“relaxing” Love the house, 2nd time we have stayed there. The only problem was the 1st night the pool heat had not been turned on so we couldn't swim that night. (disappointed) In close driving distance to all parks. Plenty of room.

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$98

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 53 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$233

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

“Excellent” What a gorgeous property! We have stayed at a number of houses around Kissimmee over the last few years, and this one is one that we definitely will look at renting again. The pool was perfect and private, the house was tastefully decorated, towels and linen were plentiful, free wi-fi was a huge bonus, and the game room was great. All the beds and furniture were comfortable. The owners were a pleasure to deal with, and very understanding with all our questions and requests. The gated neighborhood was very nice and felt safe. Each Disney park was within 10-15 mins of the property. Universal about 25 mins. Walmart about 10 mins. All in all, the house was great, the location was perfect, and the owners a pleasure to deal with! Thanks

Match: Private outdoor pool (unheated)

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Price per night from

$207

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$148

100 Aker Woods

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“AMAZING!!!” This house was Wonderful! Exactly as described! Loyalty USA was GREAT to work with!!! Very pleased all around!!!!

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$113

2636TW- Veranda Palms

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 15 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$158

Sunny Oaks

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“This has been our second stay in the same house and it's been aw” Sunny Oaks is a beautiful and spacious house. We loved it so much the first time (Aug. 2011) that we rented it again this summer (Aug. 2013). The kids loved the pool and the adults loved the comfort of home. Annie The Bronx, N.Y.

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$124

Christine’s Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$91

Safari Lodge

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Cozy clean stay” Great access to everything. Very clean cozy house, The staff was very friendly and quickly addressed our concerns when there was an issue with the pool alarm. my friends and I had a great stay here!

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$95

Ideal Vacation Home with private pool minutes to Disney ! IP4531

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 24 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$134

Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Very good experience my family enjoyed the stay” On arrival the house is nice looking amenities some were out dated game room equipment could have been better condition. The pool was perfect the living room furniture is shabby the bedrooms were fine.The experience was very good my family enjoyed the stay and as a result so did i.

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

DEAL! 4BR Pool Home,2 King Masters,ROKU Apps, HBO,GameRm,WiFi,BBQ-Orlando/Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

“great home” great time was had by all, house was spacious and comfortable. the pool was great fun for the kids. would rent again

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

Beautiful Disney Home-Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Very nice house, nice pool and pool area” Enjoyed our three week stay at this rental. The house was quite nice and the pool and pool areas were terrific. The house is in a very good neighbourhood but is quite a long way from grocery or retail shopping. Some information in the rental instructions would have been helpful. Property manager was helpful when needed.

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Beautiful 4 bedroom home accommodates 8 guests

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$179

6 bedrooms luxury home, best location

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$235

3 Bed Luxurious Villa

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Windsor Luxury 9Bd Villa South-faced Pool/Spa BBQ Game Room Minutes to Disney

Kissimmee villa

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 11 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$349

Rocco's Retreat

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$111

Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 56 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$392

10 Bed New Home with Pool/Spa With Lake View!

Kissimmee hotel apartment

10 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 2 hours 1 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$387

4969 Storey Lake Resort 53595 / 53727

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$115

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$146

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Outstanding Orange Blossom Villa includes Gameroom, Jacuzzi, and WiFi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“It was a very comfortable and welcoming place to stay!” I stayed in this villa with my husband, our 4 children(ages 18 months to 9 years old), and my sister, and we were very happy with it! It was clean and comfortable and very reasonably priced! The bathroom between the bedrooms was perfect for the kids, and it was so nice that the adults had their own bathrooms, too. We loved swimming in the pool, even without requesting the heaters to be turned on. We didn't use the game room because we were doing so many other things, but it had several things to do and looked like fun. Having a full kitchen and a washer/dryer was also wonderful to have! We saved so much money just by being able to go grocery shopping and eat some meals there and be able to pack lunches instead of purchasing all of our food at the theme parks. This is a great location, too, as it is centrally located between all the parks we went to: Universal, LegoLand, and Magic Kingdom. It was such a refreshing thing to be able to come "home" after a long day at a park without being in the congestion of the resorts. The only small suggestions I have would be to have a few more kitchen and bathroom washcloths available. There were only a few bathroom ones and no kitchen ones. There were plenty of towels, though. We bought some cheap washcloths at Wal-mart(just a few minutes away) and left some of them there. Also, dish soap we be great to have on-hand instead of having to buy it. A few extra rolls of toilet paper would be a good idea to have, too. Each bathroom had a roll, but with 6 people for 5 days, we needed an extra roll or two, which we just bought at Wal-mart. These are very minor suggestions, and they in no way deterred us from loving our stay and wanting to come back in the future! Again, we loved it, and we will definitely be back! Thank you for a wonderful week's stay!

Match: Private outdoor pool (unheated)

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Price per night from

$141

6 bedroom, 4 suites, 5 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$235

4-bedroom house w/ private pool - lovely location

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$122

Deluxe pool home with games room, 2737

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$129

Luxury 6 bedroom home - Storey Lake

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Match: Private outdoor pool (unheated)

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Price per night from

$235

Seven Dwarf's Cottage

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 40 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$109

"Hidden Treasure" Vacation Villa

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$126

(2500-VER) Veranda Palms 4 Bed Pool Home Games Room

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

“Great place!!!” The house is great for a family. We were 8 including 3 kids and spend a great time. All parks are around 20 min from the house and it's also located near great shopping malls. The service from the company was excellent. Overall had a great experience renting the house.

Match: Private outdoor pool (unheated)

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Price per night from

$116

So Close To It All With A Country Feel

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Great place to stay with kids, for the kids and adults!” Really nicely acquitted, close to everything. Great stay but the only thing that could have been better was if we didn't have to go off site and try to figure out where the place to get registered for our stay was. Otherwise I would definitely and will definitely be back again.

Match: Private outdoor pool (unheated)

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Price per night from

$144

Villa Captiva

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“excellent place to stay” everything so clean and tidy on arrival.the card and wine made it that little bit more special.pool and hot tub were used on a regular basis!having stayed on indian ridge many times would certainly use this villa again. everything about it was excellent!

Responds fast! avg. 2 hours 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$86

OW103C - Homestead Elderberry - 3/3, Pool/Spa, BBQ Grill, Free Waterpark Access

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$236

Viewing 38 of 9,012
rentals in Kissimmee

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